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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1246705Generated: October 30, 2026

Potassium Carbonate → Tert-butyl 3-(3-chloro-2-pyridinyl)-3,8-diazabicyclo[3.2.1]octane-8-carboxylate

https://huagongshe.com/reaction/1246705

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-Bromo-3-chloropyridineHCID 7016326—
Reactant8-Boc-3,8-diaza-bicyclo(3.2.1)octaneHCID 15740908—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductTert-butyl 3-(3-chloro-2-pyridinyl)-3,8-diazabicyclo[3.2.1]octane-8-carboxylateHCID 21904762—

Reaction Conditions

Temperature120 °C

Reaction Steps

tert-Butyl 3,8-diazabicyclo[3.2.1]octane-8-carboxylate (435 mg, 2.26 mmol), 2-bromo-3-chloropyridine (400 mg, 1.88 mmol), and potassium carbonate (390 mg, 2.83 mmol) were combined in dry dimethylformamide (10 mL) and stirred at 120° C. for 48 hours. The mixture was allowed to cool room temperature, diluted with ethyl acetate, filtered, and the filtrate was concentrated under reduced pressure. The residue was purified by chromatography on silica gel (85:15 hexanes:ethyl acetate) to provide the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07129235B2
Source datasetuspto-grants-2006_10
ORD IDord-82263a5a4e79407abab938c49f906a72
Source noteuspto-grants-2006_10